Beecht



UNITED STATES PATENT OFFICE.

HEINRICH VOLLBREGHT AND CARL MENSCHING, OF BUFFALO, NEW YORK, ASSIGNORS TO THE SOHOELLKOPF ANILINE AND CHEMICAL COMPANY,

OF SAME PLACE.

COLORING-MATTER DERIVED FROM DIAZOBENZOL AND ALPHANAPHTHOLDISULPHONIC ACID.

SPECIFICATION forming part of Letters Patent No. 333,039, dated December 22, 1885.

Application filed January 13, 1885. Serial No. 152,508. (Specimens) To all whom it may concern.-

Be it known that we, HEINRICH VOLL- BREOHT and CARL MENSOHING, of the city of Buffalo, in the county of Erie and State of New York, have invented new and useful Improvements in the Manufacture of Dye- Stuffs or Coloring-Matters, of which the following is a specification.

Our invention relates to a new dye-stuff which results from the reaction of diazobenzol with the soda salt of our new alphanaphtholdisulphonic acid. In producing this acid we proceed as follows: We mix one hundred parts, by weight, of the lime salt of alphanaphthalinemonosulphonic acid, which acid is made in the usual manner, with two hundred parts of sulphuric acid of 66 Baum. We then add to this mixture slowly forty-five parts of nitric acid of Baum at a temperature of 90 to 100 centigrade, whereby two new nitromonosulphonic acids are formed. These acids are converted into their amido compounds by any suitable and wellknown method, which conversion results in two new naphthylaminesulphonic acids.

These last-mentioned acids are easily separated, owing to the unequal solubility of their salts in water.

The naphthylaminesulphonic acid which forms a sodium salt which is not easily soluble in water, is used for producing our new color-producing acid, and is separated from the naphthylaminesulphonic acid which produces a sodium salt easily soluble in water. This naphthylaminesulphonic acid is converted into the diazo compound by a solution of sodium nitrite in the following manner: WVe dissolve in two thousand parts of water two hundred and forty-five parts of said noteasily-soluble sodium salt of naphthylaminesulphonic acid, and add to this solution two hundred and fifty parts of sulphuric acid of Baum. WVe then 0001 the solution to 6 centigrade, and add slowly a solution containing sixty-nine parts of sodium nitrite in six hundred and ninety parts of water. While this solution is added the diazo compound is deposited in the form of yellow crystals. The mixture is then allowed to rest for several hours. The diazo compound is introduced 50 into a boiling liquid composed of one thousand parts of water and one hundred and fifty parts of sulphuric acid of 50 Baum, and boiled for several hours, whereby the diazo compound is broken up and a new oxysulphonic acid (naphtholsulphonic acid) is produced. This new naphtholmonosulphonic acid is the raw material for the production of the color-producing naphtholdisulphonic acid.

In producing this naphtholdisulphonic acid we take one part of the above-described naphtholmonosulphonic acid and add to it gradually from two to three parts of sulphuric acid of about 66 Baum. The mass is then heated over a water bath at a temperature of from 80 to 90 centigrade for about one hour, until all the monosulphonic acid is converted into disulphonic acid, which operation is completed when the mass is entirely soluble in 70 water. The whole is then poured into water, and the sodium salt is produced by any wellknown method.

Our new naphtholdisulphonic acid is an alpha acid, and shows characteristic difi'erences from all hitherto-known naphtholdisulphonic acids-such, for instance, as the betanaphtholdisulphonic acid described in Letters Patent of the United States N 0. 210,233, granted to H. Baum, November 26, 1878, which So will not form any nitro compounds.

Our new naphtholdisulphonic acid forms, when treated with nitric acid, a beautiful yellow dye-stuff, which consists of a naphtholmononitromonosulphonic acid, and which forms beautiful dye-stuffs with diazo compounds. This new naphtholmononitromonosulphonic acid cannot be confounded with the yellow dyestuffs-produced by Caro and Levinstein, which consist of alphanaphtholdio nitromonosulphonic acids, and do not produce dye stuffs with diazo compounds.

Our new naphtholmononitromonosulphonic acid standsas to shade between the naphthol-yellow made by Caro and Leviustein and the crocein-yellow patented by Bayer. The former is much greener in shade than our yellow, and the latter is much more reddish and not so brilliant. We dissolve ninetyihree pounds of aniline in three hundred and twenty pounds of muriatic acid. To this solution we add about two thousand pounds of water. \Ve cool the mixture so prepared to 5 centigrade, and then pour into it slowly a solution of seventy pounds of sodium nitrite. When the desired reaction is completedthat is to say, when the aniline is transformed into diazobenzol-we slowly pour this into asolution of three hundred and forty-eight pounds of the sodium salt of our new naphtholdisulphonic acid. Alkali must be present throughout the whole operation for neutralization.

the reaction of the substances in solution, as shown by the following formula:

omen=N owmgg +mo1+1120 \Ve do not in this application wish to 30 claim the herein-described new alphanaphtholdisulphonic acid, as the latter is claimed in an application filed by us October 3, 1884, No. 144,652.

We claim as our invention As a new product, the dye-stuif or coloringmatter which results from the reaction of diazobenzol with the solution of the sodium phonic acid, substantially as set forth.

Witness our hands this 3d day of Decemher, 1884.

H. VOLLBREGHT. O. MENSOHING. Witnesses:

J NO. J. BONNER, G. F. GEYER.

Correction in Letters Patent No. 333,039.

It is hereby certified that in Letters Patent N 0. 333,039, granted Dec. 22, 1885, upon the application of Heinrich Vollbrecht and Carl Mensching, of Buffalo, New York, for an improvement in Coloring Matter Derived from Diazobenzol and Alphanaphtholdisulphonic Acid, an error appears in the printed specification requiring correction as follows: In column 2, page 2, that portion of the formula printed (l g g 5,2 should ONco have been printed O E- Na) and that the said Letters Patent should be read with s 2 this correction therein that the same may conform to the record of the case in the Patent Office.

Signed, countersigned, and sealed this 18th day of May, A. D. 1886.

[SEAL] t H. L. MULDROW,

Acting Secretary of the Interior.

Oountersigned:

M. V. MONTGOMERY,

Commissioner of Patents. 

